Find Hotels with a Pool in Wainscott, NY

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Check availability on Wainscott Hotels with a Pool

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for Wainscott hotels with a pool

Outdoor pool, a heated pool

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott
10.0 out of 10, Exceptional, (112 reviews)
$982 nightly
The price is $1,122
Apr 7 - Apr 8
Total with taxes and fees
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (237 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
$206 nightly
The price is $230
Apr 12 - Apr 13
Total with taxes and fees
The Sagaponack
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
$479 nightly
The price is $548
Apr 7 - Apr 8
Total with taxes and fees
Wainscott Woods Retreat
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (487 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
$125 nightly
The price is $143
May 3 - May 4
Total with taxes and fees
Ocean Resort Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (466 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
$143 nightly
The price is $160
Apr 7 - Apr 8
Total with taxes and fees
Hamlet Inn
Outdoor pool

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (121 reviews)
$262 nightly
The price is $299
Apr 12 - Apr 13
Total with taxes and fees
Offshore Montauk
Property map

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
$173 nightly
The price is $197
Apr 27 - Apr 28
Total with taxes and fees
North Fork Cottages & RV Resort
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
  • cleanliness
    Outdoor pool paradise offers relaxation and sunshine after coastal adventures.
$198 nightly
The price is $227
Apr 30 - May 1
Total with taxes and fees
Beach Plum Resort
Front of property

Sea Crest Resort

Sea Crest Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (509 reviews)
  • cleanliness
    Coastal serenity awaits at this oceanfront hotel with an inviting pool and comfortable loungers for relaxation.
$161 nightly
The price is $184
Apr 21 - Apr 22
Total with taxes and fees
Sea Crest Resort
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
  • cleanliness
    Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
$172 nightly
The price is $197
Apr 7 - Apr 8
Total with taxes and fees
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars

Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

8/10 Good
"Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious. "
Kathleen 1-night trip
Posted 2 hours ago
Sound View Greenport

Frequently asked questions

How much does a hotel with outdoor pool in Wainscott cost?
Enjoy staying in a hotel in Wainscott with an outdoor pool. You can find a great deal from $143 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Wainscott with outdoor pool cabanas or loungers?
The Sagaponack is a charming 3-star hotel in Wainscott that offers a delightful outdoor pool experience. Guests rave about the inviting pool area, featuring comfortable sun loungers and shaded umbrellas, great for lounging on a sunny day. With a review rating of 8.8, visitors appreciate the hotel's friendly staff and the nice decor that adds to the overall appeal.

Beyond the pool, The Sagaponack also provides complimentary toiletries and free WiFi, ensuring a convenient stay for families. Plus, self-parking is available at no additional cost, making it easy to explore the beautiful surroundings of Wainscott.
Is it cheaper to book flights and a Wainscott hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Wainscott hotel with a pool with Expedia?
Before booking your Wainscott hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Wainscott for you.

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